October 2013
Intermediate to advanced
242 pages
9h 22m
English
Content preview from Methods of Non-a-Amino Acid Synthesis, 2nd Edition
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16
Methods of Non-α-Amino Acid Synthesis, Second Edition
the triple bond and the dimethylamino group, as in the reaction of 88 with sodium
amide and then carbon dioxide,
87
led to a greatly improved yield of acid. Amino
acid 89 [5-(N,N-dimethylamino)pent-2-ynoic acid] was isolated in 70% yield.
87
It
should be noted that other bases can be used to generate the alkyne anion, including
n-butyllithium.
88
The reaction of organometallics with a chloroformate is an important direct
method for introducing a carboxyl group, but as an ester. There are also several
reagents such as cyanide and carbon dioxide that can be used to insert a carboxyl into
an a ...
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